Tutorial04 - 1. Consider the trisubstituted cyclohexane...

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CHM 138H TUTORIAL 4 As described in the course outline, the tutorial quizzes will be based closely upon the textbook questions recommended below for this week's tutorial as well as those recommended in last week's tutorial. You should be able to do the following questions from the course textbook: McMurry, 7 th Edition: Chapter 4 4.1, 4.2, 4.12-4.16, 4.18, 4.25, 4.28-4.37, 4.43, 4.46, 4.51, 4.54. Of the above, the following represent some of the better questions: 4.12, 4.13, 4.29-4.32, 4.34-4.36, 4.51. McMurry, 6 th Edition: Chapter 4 4.2-4.5, 4.11-4.15, 4.17, 4.24, 4.25, 4.27, 4.30-4.40, 4.43, 4.46, 4.53, 4.56. Of the above, the following represent some of the better questions: 4.11, 4.12, 4.31-4.35, 4.37-4.39, 4.53. In addition, the following problems may also be discussed:
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Unformatted text preview: 1. Consider the trisubstituted cyclohexane molecule below. Draw the two possible chair conformations for this molecule. Which conformation will be more stable? Explain you answer. 2. Studies of 1,2-ethanediol (HOCH 2 CH 2 OH) show that the conformer in which the hydroxyl groups are gauche to each other is more stable than the conformer in which the Cl hydroxyl groups are anti to each other. However, for 1,2-dimethoxyethane (CH 3 OCH 2 CH 2 OCH 3 ), the anti conformation is favoured. a) Draw Newman projections for the gauche and anti conformers of 1,2-ethanediol and of 1,2-dimethoxyethane. b) Why is the gauche form of 1,2-ethanediol more stable than the anti form? Draw a picture of the stabilizing factor....
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Tutorial04 - 1. Consider the trisubstituted cyclohexane...

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